Guesthouse vacation rentals in Orange County

Guesthouse in Hillsborough

A cozy cabin nestled in a wooded area features a wooden deck with vibrant chairs and a dining table. The exterior has large windows that allow natural light to fill the interior, surrounded by lush greenery that enhances the tranquil setting.

4.97 out of 5 average rating, 233 reviews

CFCB cabin retreat minutes from Duke, NCCU, & UNC

Cozy, wheelchair-accessible, recently renovated cabin with unique decor and a sitting porch, located in a beautiful, mature, piedmont forest that abounds with wildlife and has hiking trails along New Hope Creek. Ideal for a quiet retreat but only 8 minutes from UNC Hospital, Hillsborough Campus and within 15 to 25 minutes from Duke University, University of North Carolina at Chapel Hill, North Carolina Central University and historic downtown Hillsborough. Guests of all walks of life welcome.

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Guesthouse in Hillsborough

A single-story cabin is nestled among tall trees, featuring a wooden facade with a steep roof. A welcoming front porch is adorned with a hanging plant, and colorful flowers are arranged along the pathway leading to the entrance. Natural surroundings enhance the setting.

5.0 out of 5 average rating, 116 reviews

Charming Cabin with Private Wooded Pond

The Cabin is situated near our home on 67 woodland acres, 15 min. from Hillsborough and 25 min. from Duke University and UNC-Chapel Hill. The Cabin is a converted horse barn with lofted ceilings, kitchenette, living area, dining table, bathroom, outdoor patio, and bedroom area separated by a partial wall. The pool and swimming pond are a few steps away. You are welcome to canoe, fish, walk our trails, play disc golf, or just enjoy the peaceful views. Ideal for couples and business travelers.

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Guesthouse in Hillsborough

A welcoming living area features a light-colored sofa adorned with blue and red cushions. Two poufs are positioned in front of the seating, accompanied by a small side table. Framed prints hang above the sofa, and a green plant rests in a pot near the window.

4.94 out of 5 average rating, 52 reviews

Barn apartment getaway

Kick back in our newly renovated barn apartment! Come lounge on the second story porch amongst the trees, or take some relaxation time in our hot tub area. Nestled in Hillsborough, but a short drive to both Durham, Chapel Hill/Carrboro, our space is the perfect respite for anyone visiting the triangle area. Come escape and enjoy the six acres of land surrounding the barn or take a trip (just 8 minutes) to downtown Hillsborough for a quaint afternoon. Very close to many local wedding venues!

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A light-filled living area features a spacious sectional sofa adorned with decorative pillows. A glass coffee table sits atop a patterned area rug, while several windows allow for natural light to enhance the bright, neutral décor.

4.99 out of 5 average rating, 187 reviews

Urban homesteading in Carrboro

Chickens, garden, bee hive, pottery studio, woodworking shop, full kitchen, fabulous bathroom, private screen porch - a hidden oasis in the center of Carrboro. Our guest house is tucked behind our house on a bus line to UNC, walking distance to The Cat’s Cradle, the farmer’s market, and downtown. You will be welcomed by our two Cattle Dogs, and maybe some of our five cats (none allowed in the guest house). The house sleeps four in two cozy queen-sized bedrooms. Access to a Tesla charger.

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4.88 out of 5 average rating, 259 reviews

The exterior of a two-story orange-clad cabin is shown, featuring a green door and multiple windows. A wooden deck with railing is visible, framed by trees and low shrubbery. The natural surroundings contribute to a tranquil setting.

Guesthouse in Durham

Lovely Studio with King Sized Tempur-Pedic

Experience the beauty of Duke Forest in your back yard! Cozy and quiet in the trees, yet 2 miles from Duke University. King sized tempur-pedic for an amazing nights sleep. Our wonderful studio apartment boasts a well-equipped kitchenette, a Roku device to access your streaming apps’ accounts. A beautiful, private deck with panoramic views of Duke Forest. Walk right onto Sheperd's Trail, curated by Duke University, from the back yard. 2 miles to Duke Hospital. 3 miles to downtown Durham.

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A covered outdoor sitting area is presented, featuring two blue chairs and a small table, surrounded by potted plants. The entrance to the studio cottage is marked by an orange door and is accessed by a short wooden staircase.

4.99 out of 5 average rating, 519 reviews

Cute Downtown Carrboro Studio Cottage

Private studio cottage in downtown Carrboro neighborhood with sidewalks, bike lanes, a block from the free bus. Coffee shop across the street, walking distance to Carrboro and UNC campus. Separate from the main house with its own entrance, outdoor sitting area, small but well-equipped+stocked, clean, efficient, perfectly located. WiFi, 40" TV-Roku, full bathroom, free parking, small kitchenette, queen bed, futon for additional sleeping accommodations, small work station, walk-in closet.

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4.94 out of 5 average rating, 147 reviews

A compact studio features a spacious bed covered in a neutral quilt. A cozy armchair is positioned beside the bed, and a small kitchenette is visible with contemporary cabinetry. Soft lighting creates a comfortable setting, with framed artwork displayed on the walls.

Guesthouse in Durham

Studio on Tobacco Road

Whether you're coming to work or play, Studio on Tobacco Road is a perfectly positioned launch pad to experience Durham & Chapel Hill. Just 6 miles to Downtown Durham's renowned breweries & culinary scene, experience its creative arts culture & explore its rich history. Minutes from your home court, 4 miles to Duke. 5 miles to UNC. All from a beautifully designed studio on a quiet, nature-rich landscape less than a mile from Duke Forest. Gravel drive was recently paved! Photos to come!

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5.0 out of 5 average rating, 196 reviews

Bright, Quiet, and Private Carrboro Studio In-Town

This detached guest studio in Carrboro is nestled in the trees. A great place to stay while visiting family and friends, or to explore the area. Vaulted ceilings, stained concrete floors, and south-facing windows make this a bright and cheery space. Enjoy the very comfortable bed with clean and sanitized linens and towels. Work at the expandable dining table or in the comfortable chair. Walk, drive, Uber, or take the free bus to many great restaurants, coffee shops nearby.

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The exterior view of the apartment showcases a two-story structure with a wooden façade and large porch. A small pathway leads to the entrance, flanked by a grassy area and stone landscaping. Two outdoor chairs and a table are positioned on the porch, inviting leisurely moments.

4.9 out of 5 average rating, 168 reviews

Soul Retreat in the Heart of Carrboro

Steps away from the liveliness of downtown Carrboro, the apartment feels like a sanctuary nestled in natural surroundings. The carefully scaled and designed smaller space, natural wood, and connection to nature rejuvenates the soul, allowing one to be present in a slower, relaxed, and gentle way. The upstairs, loft bedroom has a queen bed, desk, and many windows bringing in sunlight and views of trees. Downstairs is a small living area, kitchen, dining space, and bathroom.

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Guesthouse in Chapel Hill

An outdoor barrel sauna is nestled amidst lush greenery, constructed of natural wood with a curved design. A large glass door provides entry, while a wooden platform with a bucket sits outside, inviting relaxation in a serene environment.

4.98 out of 5 average rating, 106 reviews

Cozy Sauna Retreat - Woodland Guesthouse

Private and peaceful guest house tucked away in the woods just outside of Carrboro - Relax in an outdoor barrel sauna + enjoy the stars by the fire pit - Sleep in a King Bed or a Queen Pull-out couch in the living room for extra guests - Cook in a full kitchen and enjoy your meals inside or dine al fresco with the fire pit - Stay active with the dedicated workout area Minutes from the best restaurants & breweries 13 minutes to UNC Chapel Hill 23 minutes to Duke University

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Guesthouse in Chapel Hill

A studio guest house features bright walls and warm wooden flooring. A spacious bed with light bedding is positioned beside a red seating area, which includes a round coffee table on a textured rug. Natural light enters through large windows, accentuated by soft curtains.

4.94 out of 5 average rating, 138 reviews

Best location! Clean, beautiful, walkable cottage.

Newly updated, bright, clean studio guest house Located in a highly desirable neighborhood, near several parks and walking trails, restaurants, coffee shops, Weaver Street Co-op Market, village green with outdoor movie screen, a gym, and just about anything you could need. Bus stops nearby take you just about anywhere you need to go, run frequently, and are free! Very close to UNC, and hospitals, downtown Carrboro and downtown Chapel Hill.

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